Cannot reenter draw mode after inserting 3D object
This will return the workflow of the Grease Pencil in Blender (2.83.5) from the Layout workspace.

I will start by returning to 2D Full Canvas from the newly created Layout workspace created in OP Step 3.

With no Grease Pencil objects in the world, the Draw Mode doesn't exist returning to 2D (Full) Canvas.
(continued steps)
5. Press Shift+A &gt; Grease Pencil &gt; Blank


Drag out another Viewport and switch it to Outliner.


Select the GPencil layer in Outliner then, drag in another Editor and switch to Properties.